NP-MRD: Showing NP-Card for 8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+ (NP0032023)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 22:56:24 UTC

Updated at

2021-06-30 00:00:58 UTC

NP-MRD ID

NP0032023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+

Provided By

JEOL Database JEOL Logo

Description

8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+ is found in Mammea siamensis. 8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+ was first documented in 2006 (Prachyawarakorn, V., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100563D          

 66 68  0  0  0  0            999 V2000
   -2.5745   -3.3623    2.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -3.8216    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -3.3385    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -4.5886    0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -5.1068   -0.9720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9568   -4.6649   -2.1016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1592   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -2.4962   -2.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -2.5164   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.0426   -2.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2378   -0.4392   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.4603   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -1.0318   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976    0.0857    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    0.0826    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -0.8145    1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    1.1831    2.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4965    1.4664    2.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9087    2.1162    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890    2.3740    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0790    0.5949    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.0876    3.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    1.6249    3.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    2.1003    5.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.5868    3.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.0900    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.6001    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.1141    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5483    0.1270   -0.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    1.1299   -0.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7688    0.9534   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    0.9855    1.3686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1528   -3.7411    3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.2685    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -3.7089    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6050   -2.2495    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -3.7590    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230   -3.6085    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -4.8728    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -6.2030   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279   -4.8261   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617   -5.0905   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941   -5.1144   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.4517   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -3.0161   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5252   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.1068   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.4834   -2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9001   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.1830   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.8542    3.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.1067    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    0.5244    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    3.0667    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854    2.3170    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847    1.4649    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.5704    3.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    1.9049    4.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    3.3365    3.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    1.9651    3.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.1206   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.0468   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    1.6999   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -0.0458   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.0021    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    1.7497    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  0  0  0  0
 12 14  2  0  0  0  0
 11 10  1  0  0  0  0
 22 23  1  0  0  0  0
 12 13  1  0  0  0  0
 21 27  2  0  0  0  0
 14 15  1  0  0  0  0
 23 24  2  0  0  0  0
 10  9  1  0  0  0  0
 28 27  1  0  0  0  0
  9  7  2  0  0  0  0
 23 25  1  0  0  0  0
  7  6  1  0  0  0  0
 25 26  2  0  0  0  0
  7  8  1  0  0  0  0
 15 17  1  0  0  0  0
 21 22  1  0  0  0  0
 17 18  1  0  0  0  0
 21 14  1  0  0  0  0
 18 19  1  0  0  0  0
 28 11  2  0  0  0  0
 15 16  2  0  0  0  0
 28 29  1  0  0  0  0
 18 20  1  0  0  0  0
 27 26  1  0  0  0  0
  6  5  1  0  0  0  0
 26 32  1  0  0  0  0
  5  4  1  0  0  0  0
 32 30  1  0  0  0  0
  4  2  2  3  0  0  0
 30 29  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 25 60  1  0  0  0  0
 32 65  1  0  0  0  0
 32 66  1  0  0  0  0
 30 61  1  1  0  0  0
 31 62  1  0  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 13 50  1  0  0  0  0
  9 47  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 18 53  1  1  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  4 39  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -2.5745   -3.3623    2.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -3.8216    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -3.3385    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -4.5886    0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -5.1068   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568   -4.6649   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1592   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -2.4962   -2.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -2.5164   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.0426   -2.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -0.4392   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.4603   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -1.0318   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976    0.0857    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    0.0826    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -0.8145    1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    1.1831    2.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    1.4664    2.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9087    2.1162    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890    2.3740    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0790    0.5949    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.0876    3.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    1.6249    3.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    2.1003    5.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.5868    3.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.0900    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.6001    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.1141    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5483    0.1270   -0.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    1.1299   -0.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7688    0.9534   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    0.9855    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -3.7411    3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.2685    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -3.7089    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6050   -2.2495    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -3.7590    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230   -3.6085    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -4.8728    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -6.2030   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279   -4.8261   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617   -5.0905   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941   -5.1144   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.4517   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -3.0161   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5252   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.1068   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.4834   -2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9001   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.1830   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.8542    3.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.1067    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    0.5244    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    3.0667    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854    2.3170    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847    1.4649    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.5704    3.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    1.9049    4.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    3.3365    3.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    1.9651    3.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.1206   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.0468   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    1.6999   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -0.0458   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.0021    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    1.7497    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  0
 12 14  2  0
 11 10  1  0
 22 23  1  0
 12 13  1  0
 21 27  2  0
 14 15  1  0
 23 24  2  0
 10  9  1  0
 28 27  1  0
  9  7  2  0
 23 25  1  0
  7  6  1  0
 25 26  2  0
  7  8  1  0
 15 17  1  0
 21 22  1  0
 17 18  1  0
 21 14  1  0
 18 19  1  0
 28 11  2  0
 15 16  2  0
 28 29  1  0
 18 20  1  0
 27 26  1  0
  6  5  1  0
 26 32  1  0
  5  4  1  0
 32 30  1  0
  4  2  2  3
 30 29  1  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 25 60  1  0
 32 65  1  0
 32 66  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 31 64  1  0
 10 48  1  0
 10 49  1  0
 13 50  1  0
  9 47  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  1
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
  5 40  1  0
  5 41  1  0
  4 39  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
M  END


  Mrv1652306202100563D          

 66 68  0  0  0  0            999 V2000
   -2.5745   -3.3623    2.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -3.8216    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -3.3385    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -4.5886    0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -5.1068   -0.9720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9568   -4.6649   -2.1016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1592   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -2.4962   -2.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -2.5164   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.0426   -2.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2378   -0.4392   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.4603   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -1.0318   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976    0.0857    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    0.0826    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -0.8145    1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    1.1831    2.7997 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4965    1.4664    2.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9087    2.1162    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890    2.3740    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0790    0.5949    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.0876    3.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    1.6249    3.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    2.1003    5.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.5868    3.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.0900    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.6001    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.1141    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5483    0.1270   -0.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    1.1299   -0.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7688    0.9534   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    0.9855    1.3686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1528   -3.7411    3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.2685    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -3.7089    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6050   -2.2495    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -3.7590    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230   -3.6085    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -4.8728    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -6.2030   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279   -4.8261   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617   -5.0905   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941   -5.1144   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.4517   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -3.0161   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5252   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.1068   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.4834   -2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9001   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.1830   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.8542    3.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.1067    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    0.5244    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    3.0667    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854    2.3170    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847    1.4649    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.5704    3.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    1.9049    4.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    3.3365    3.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    1.9651    3.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.1206   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.0468   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    1.6999   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -0.0458   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.0021    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    1.7497    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  0  0  0  0
 12 14  2  0  0  0  0
 11 10  1  0  0  0  0
 22 23  1  0  0  0  0
 12 13  1  0  0  0  0
 21 27  2  0  0  0  0
 14 15  1  0  0  0  0
 23 24  2  0  0  0  0
 10  9  1  0  0  0  0
 28 27  1  0  0  0  0
  9  7  2  0  0  0  0
 23 25  1  0  0  0  0
  7  6  1  0  0  0  0
 25 26  2  0  0  0  0
  7  8  1  0  0  0  0
 15 17  1  0  0  0  0
 21 22  1  0  0  0  0
 17 18  1  0  0  0  0
 21 14  1  0  0  0  0
 18 19  1  0  0  0  0
 28 11  2  0  0  0  0
 15 16  2  0  0  0  0
 28 29  1  0  0  0  0
 18 20  1  0  0  0  0
 27 26  1  0  0  0  0
  6  5  1  0  0  0  0
 26 32  1  0  0  0  0
  5  4  1  0  0  0  0
 32 30  1  0  0  0  0
  4  2  2  3  0  0  0
 30 29  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 25 60  1  0  0  0  0
 32 65  1  0  0  0  0
 32 66  1  0  0  0  0
 30 61  1  1  0  0  0
 31 62  1  0  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 13 50  1  0  0  0  0
  9 47  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 18 53  1  1  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  4 39  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C2=C3C(O[C@@]([H])(C([H])([H])[H])C([H])([H])C3=C([H])C(=O)O2)=C1C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O5/c1-15(2)8-7-9-17(5)10-11-20-25(30)24(21(28)12-16(3)4)27-23-19(14-22(29)32-27)13-18(6)31-26(20)23/h8,10,14,16,18,30H,7,9,11-13H2,1-6H3/b17-10+/t18-/m0/s1

> <INCHI_KEY>
OOPDVFOMSZAXPA-LTXFRBGYSA-N

> <FORMULA>
C27H34O5

> <MOLECULAR_WEIGHT>
438.564

> <EXACT_MASS>
438.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
49.13346915022143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S)-10-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-11-hydroxy-7-methyl-12-(3-methylbutanoyl)-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),4,9,11-tetraen-3-one

> <ALOGPS_LOGP>
5.46

> <JCHEM_LOGP>
6.592612176000002

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.540325043509043

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.384459369771171

> <JCHEM_PKA_STRONGEST_BASIC>
-4.914203909530894

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
129.18659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-10-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-11-hydroxy-7-methyl-12-(3-methylbutanoyl)-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),4,9,11-tetraen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -2.5745   -3.3623    2.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -3.8216    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -3.3385    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -4.5886    0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -5.1068   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568   -4.6649   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1592   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -2.4962   -2.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -2.5164   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.0426   -2.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -0.4392   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.4603   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -1.0318   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976    0.0857    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    0.0826    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -0.8145    1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    1.1831    2.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    1.4664    2.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9087    2.1162    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890    2.3740    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0790    0.5949    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.0876    3.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    1.6249    3.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    2.1003    5.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.5868    3.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.0900    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.6001    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.1141    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5483    0.1270   -0.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    1.1299   -0.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7688    0.9534   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    0.9855    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -3.7411    3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.2685    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -3.7089    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6050   -2.2495    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -3.7590    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230   -3.6085    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -4.8728    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -6.2030   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279   -4.8261   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617   -5.0905   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941   -5.1144   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.4517   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -3.0161   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5252   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.1068   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.4834   -2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9001   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.1830   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.8542    3.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.1067    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    0.5244    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    3.0667    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854    2.3170    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847    1.4649    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.5704    3.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    1.9049    4.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    3.3365    3.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    1.9651    3.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.1206   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.0468   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    1.6999   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -0.0458   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.0021    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    1.7497    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  0
 12 14  2  0
 11 10  1  0
 22 23  1  0
 12 13  1  0
 21 27  2  0
 14 15  1  0
 23 24  2  0
 10  9  1  0
 28 27  1  0
  9  7  2  0
 23 25  1  0
  7  6  1  0
 25 26  2  0
  7  8  1  0
 15 17  1  0
 21 22  1  0
 17 18  1  0
 21 14  1  0
 18 19  1  0
 28 11  2  0
 15 16  2  0
 28 29  1  0
 18 20  1  0
 27 26  1  0
  6  5  1  0
 26 32  1  0
  5  4  1  0
 32 30  1  0
  4  2  2  3
 30 29  1  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 25 60  1  0
 32 65  1  0
 32 66  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 31 64  1  0
 10 48  1  0
 10 49  1  0
 13 50  1  0
  9 47  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  1
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
  5 40  1  0
  5 41  1  0
  4 39  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.575  -3.362   2.531  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.189  -3.822   1.235  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.595  -3.338   1.014  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.484  -4.589   0.380  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.903  -5.107  -0.972  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.957  -4.665  -2.102  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.863  -3.159  -2.288  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.112  -2.496  -2.803  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.716  -2.516  -1.990  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.416  -1.043  -2.060  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.238  -0.439  -0.680  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.016  -0.460  -0.039  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.061  -1.032  -0.728  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.198   0.086   1.248  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.567   0.083   1.838  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.337  -0.815   1.487  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.985   1.183   2.800  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.497   1.466   2.761  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.909   2.116   1.437  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.889   2.374   3.928  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.079   0.595   1.915  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.214   1.088   3.232  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.847   1.625   3.948  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.708   2.100   5.067  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.165   1.587   3.297  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.335   1.090   2.067  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.181   0.600   1.315  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.331   0.114   0.008  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.548   0.127  -0.634  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.452   1.130  -0.142  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.769   0.953  -0.888  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.658   0.986   1.369  0.00  0.00           C+0
HETATM   33  H   UNK     0      -3.153  -3.741   3.380  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.563  -2.268   2.578  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.543  -3.709   2.650  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.605  -2.249   0.910  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.070  -3.759   0.127  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.223  -3.608   1.870  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.469  -4.873   0.662  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.895  -6.203  -0.926  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.928  -4.826  -1.228  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.962  -5.090  -1.915  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.294  -5.114  -3.044  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.966  -1.452  -3.084  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.472  -3.016  -3.696  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.901  -2.525  -2.045  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.127  -3.107  -1.627  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.175  -0.483  -2.615  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.498  -0.900  -2.651  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.803  -1.183  -0.100  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.703   0.854   3.807  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.444   2.107   2.564  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.049   0.524   2.866  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.387   3.067   1.282  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.985   2.317   1.424  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.685   1.465   0.587  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.966   2.570   3.923  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.640   1.905   4.886  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.369   3.337   3.876  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.990   1.965   3.890  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.045   2.121  -0.388  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.610   1.047  -1.968  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.506   1.700  -0.577  0.00  0.00           H+0
HETATM   64  H   UNK     0      -5.185  -0.046  -0.718  0.00  0.00           H+0
HETATM   65  H   UNK     0      -4.088   0.002   1.596  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.356   1.750   1.731  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   36   37   38                                             
CONECT    4    5    2   39                                                  
CONECT    5    6    4   40   41                                             
CONECT    6    7    5   42   43                                             
CONECT    7    9    6    8                                                  
CONECT    8    7   44   45   46                                             
CONECT    9   10    7   47                                                  
CONECT   10   11    9   48   49                                             
CONECT   11   10   28   12                                                  
CONECT   12   14   13   11                                                  
CONECT   13   12   50                                                       
CONECT   14   12   15   21                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15   18   51   52                                             
CONECT   18   17   19   20   53                                             
CONECT   19   18   54   55   56                                             
CONECT   20   18   57   58   59                                             
CONECT   21   27   22   14                                                  
CONECT   22   23   21                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   60                                                  
CONECT   26   25   27   32                                                  
CONECT   27   21   28   26                                                  
CONECT   28   27   11   29                                                  
CONECT   29   28   30                                                       
CONECT   30   31   32   29   61                                             
CONECT   31   30   62   63   64                                             
CONECT   32   26   30   65   66                                             
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    8                                                            
CONECT   45    8                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   13                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   20                                                            
CONECT   60   25                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
CONECT   63   31                                                            
CONECT   64   31                                                            
CONECT   65   32                                                            
CONECT   66   32                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

RDKit          3D

66 68  0  0  0  0  0  0  0  0999 V2000
   -2.5745   -3.3623    2.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -3.8216    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -3.3385    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -4.5886    0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -5.1068   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568   -4.6649   -2.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.1592   -2.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -2.4962   -2.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -2.5164   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -1.0426   -2.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -0.4392   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.4603   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606   -1.0318   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976    0.0857    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    0.0826    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -0.8145    1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    1.1831    2.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    1.4664    2.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9087    2.1162    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8890    2.3740    3.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0790    0.5949    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    1.0876    3.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    1.6249    3.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078    2.1003    5.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.5868    3.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.0900    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.6001    1.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.1141    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5483    0.1270   -0.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    1.1299   -0.1415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7688    0.9534   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    0.9855    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -3.7411    3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631   -2.2685    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425   -3.7089    2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6050   -2.2495    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -3.7590    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230   -3.6085    1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4694   -4.8728    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -6.2030   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279   -4.8261   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617   -5.0905   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941   -5.1144   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.4517   -3.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723   -3.0161   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.5252   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.1068   -1.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748   -0.4834   -2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -0.9001   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.1830   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.8542    3.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440    2.1067    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    0.5244    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869    3.0667    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854    2.3170    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6847    1.4649    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    2.5704    3.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    1.9049    4.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    3.3365    3.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    1.9651    3.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448    2.1206   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.0468   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5058    1.6999   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854   -0.0458   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877    0.0021    1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    1.7497    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 31  1  0
 12 14  2  0
 11 10  1  0
 22 23  1  0
 12 13  1  0
 21 27  2  0
 14 15  1  0
 23 24  2  0
 10  9  1  0
 28 27  1  0
  9  7  2  0
 23 25  1  0
  7  6  1  0
 25 26  2  0
  7  8  1  0
 15 17  1  0
 21 22  1  0
 17 18  1  0
 21 14  1  0
 18 19  1  0
 28 11  2  0
 15 16  2  0
 28 29  1  0
 18 20  1  0
 27 26  1  0
  6  5  1  0
 26 32  1  0
  5  4  1  0
 32 30  1  0
  4  2  2  3
 30 29  1  0
  2  1  1  0
 11 12  1  0
  2  3  1  0
 25 60  1  0
 32 65  1  0
 32 66  1  0
 30 61  1  1
 31 62  1  0
 31 63  1  0
 31 64  1  0
 10 48  1  0
 10 49  1  0
 13 50  1  0
  9 47  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  1
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
  5 40  1  0
  5 41  1  0
  4 39  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄O₅

Average Mass

438.5640 Da

Monoisotopic Mass

438.24062 Da

IUPAC Name

(7S)-10-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-11-hydroxy-7-methyl-12-(3-methylbutanoyl)-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),4,9,11-tetraen-3-one

Traditional Name

(7S)-10-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-11-hydroxy-7-methyl-12-(3-methylbutanoyl)-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(13),4,9,11-tetraen-3-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C2=C3C(O[C@@]([H])(C([H])([H])[H])C([H])([H])C3=C([H])C(=O)O2)=C1C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C27H34O5/c1-15(2)8-7-9-17(5)10-11-20-25(30)24(21(28)12-16(3)4)27-23-19(14-22(29)32-27)13-18(6)31-26(20)23/h8,10,14,16,18,30H,7,9,11-13H2,1-6H3/b17-10+/t18-/m0/s1

InChI Key

OOPDVFOMSZAXPA-LTXFRBGYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mammea siamensis	JEOL database	Prachyawarakorn, V., et al, Phytochemistry 67, 924 (2006)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.46	ALOGPS
logP	6.59	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	7.38	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	129.19 m³·mol⁻¹	ChemAxon
Polarizability	49.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Prachyawarakorn, V., et al. (2006). Prachyawarakorn, V., et al, Phytochemistry 67, 924 (2006). Phytochem..

Showing NP-Card for 8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+ (NP0032023)

MOL for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

3D MOL for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

3D SDF for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

3D-SDF for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

PDB for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

3D PDB for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

SMILES for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

INCHI for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

Structure for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)

3D Structure for NP0032023 (8-hydroxy-5-methyl-7-(3,7-dimethyl-octa-2,6-dienyl)-9-(3-methyl-1-oxobuty+)